Hydrochloric Acid → Methyl 4-(bromoacetyl)-7-methoxy-1H-indole-2-carboxylate

HRID 1762936ノート

反応式

HRID 1762936 の反応式
[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][C:8]=2[O:14][CH3:15])=[O:4].[Cl-].[Al+3].[Cl-].[Cl-].[Br:20][CH2:21][C:22](Br)=[O:23].Cl>ClCCl>[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[C:11]([C:22](=[O:23])[CH2:21][Br:20])[CH:10]=[CH:9][C:8]=2[O:14][CH3:15])=[O:4]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 61147Bromoacetyl bromideHCID 6451240Aluminum(III) ChlorideHCID 10774603Methyl 7-methoxy-1H-indole-2-carboxylate

生成物 1

HCID 13105653Methyl 4-(bromoacetyl)-7-methoxy-1H-indole-2-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A-2. A solution of 1.02 g of 7-methoxyindole--2carboxylic acid methyl ester in 25 ml of dichloromethane is combined with 2 g of aluminum chloride and 0.65 ml of bromoacetyl bromide and the mixture is heated for 3 hours under reflux. The reaction mixture is allowed to cool and poured into 100 ml of a mixture of equal parts of ice water and concentrated hydrochloric acid. The organic phase is separated, concentrated to dryness under vacuum, and recrystallization from acetonitrile yields 650 mg of 4-bromoacetyl-7-methoxyindole-2-carboxylic acid methyl ester, mp 197°-201° C.

後処理

  1. temperaturethe mixture is heated for 3 hours
  2. temperatureunder reflux
  3. temperatureto cool
  4. customThe organic phase is separated
  5. concentrationconcentrated to dryness under vacuum, and recrystallization from acetonitrile

出典と根拠

ORDレコード
ord-e25929d31f264d17bd7f1cb3a51b0a23
出典データセット
uspto-grants-1989_05
特許番号
US04835175

反応ノート

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